Trifluoroacetic acid → 4-[2-Methoxy-1-({[(methylamino)carbonyl]amino}methyl)-2-oxoethyl]benzoic acid

HRID 1919909Notes

Reaction equation

HRID 1919909 reaction equation
[CH3:1][O:2][C:3](=[O:24])[CH:4]([C:11]1[CH:23]=[CH:22][C:14]([C:15]([O:17]C(C)(C)C)=[O:16])=[CH:13][CH:12]=1)[CH2:5][NH:6][C:7]([NH:9][CH3:10])=[O:8].FC(F)(F)C(O)=O>C(Cl)Cl>[CH3:1][O:2][C:3](=[O:24])[CH:4]([C:11]1[CH:12]=[CH:13][C:14]([C:15]([OH:17])=[O:16])=[CH:22][CH:23]=1)[CH2:5][NH:6][C:7]([NH:9][CH3:10])=[O:8]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 57611956Tert-butyl 4-[2-methoxy-1-({[(methylamino)carbonyl]amino}methyl)-2-oxoethyl]benzoate

Product 1

HCID 576118884-[2-Methoxy-1-({[(methylamino)carbonyl]amino}methyl)-2-oxoethyl]benzoic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 4-[2-methoxy-1-({[(methylamino)carbonyl]amino}methyl)-2-oxoethyl]benzoate (760 mg, 2.26 mmol) in CH2Cl2 (20 mL) was added trifluoroacetic acid (5 mL), and the reaction was stirred at room temperature for 2 h. The solution was evaporated to dryness to yield 4-[2-methoxy-1-({[(methylamino)carbonyl]amino}methyl)-2-oxoethyl]benzoic acid as an off-white powder that was carried on without further purification. MS (ESI) calcd [M+H]+281.1, found 281.1.

Workup

  1. customThe solution was evaporated to dryness

Sources & evidence

ORD record
ord-4b27d5d682704c4fae0624fda8dda6a8
Source dataset
uspto-grants-2012_05
Patent number
US08168658B2

Reaction notes

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